Captiva Island Vacation Rentals

The Best Selection of Condos & Vacation Rentals in Captiva Island

With more than 40 properties to choose from, we have the best selection of Captiva Island vacation rentals. We have everything from one-bedroom condos right on the water to large eight-bedroom beach houses that can accommodate up to 20 people. Whether you're planning a romantic getaway or a family reunion, we're sure to have the Captiva Island rental home for you! We also make things easy for you with amenities like keyless entry, high-speed wireless internet, spotless cleaning/housekeeping, and luxury resort-style linens in every Dream Vacation Rentals home. If you need anything during your stay, we have team members ready and able to assist you 24/7.

Many of the properties below are Captiva Island luxury rentals that will provide you with what you need and so much more. From the furnishings to the amenities, nothing was neglected when it comes to adding convenience and extravagance to your stay. However, you don't have to select a luxury home to have everything you need and incredible amenities.

Captiva Island is smaller than Sanibel and even less developed. It's a place where life truly slows down, and humans can live in harmony with nature. With about 5 miles of beach, the island is a great spot for shelling, fishing, and long walks, just to name a few. While you're exploring the island, you're likely to spot some wildlife like birds and alligators. Although we recommend seeing as much of the area as you can, we know you'll love relaxing in your Captiva Island vacation rental!

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Captiva, FL
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Bliss
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Captiva, FL
  • 16 Guests
  • 7 Bedrooms
  • 8 Bathrooms
  • Code: New Latitude
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Captiva, FL
  • 11 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Sanga Na Langa No Worries
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Captiva, FL
  • 11 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: South Seas Beach House 29
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Captiva, FL
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: South Seas Beach Villa 2318
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Captiva, FL
  • 6 Guests
  • 2 Bedrooms
  • 3 Bathrooms
  • Code: Sunset Captiva 17
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Starting at (USD)

$525.00

Captiva Breeze Pool Home near beach
Captiva, FL
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: Captiva Breeze
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Captiva, FL
  • 10 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: South Seas Beach House 18
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Starting at (USD)

$500.00

Palmflower House
Captiva, FL
  • 10 Guests
  • 5 Bedrooms
  • 4 Bathrooms
  • Code: Palmflower House
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Captiva, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: South Seas Lands End 1625
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Captiva, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: South Seas Beach Villa 2418
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Starting at (USD)

$286.00

On a Whim Captiva Island Beach Cottage
Captiva, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: On a Whim
  • Pets Allowed
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Captiva, FL
  • 8 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: South Seas Gulf Cottage 1106
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Captiva, FL
  • 16 Guests
  • 6 Bedrooms
  • 7 Bathrooms
  • Code: Stay A-Wiles
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Starting at (USD)

$250.00

Beach Front, SouthSeas Beach Villa 2008
Captiva, FL
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: South Seas Beach Villa 2008
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Starting at (USD)

$150.00

South Seas Bayside Villa 5234
Captiva, FL
  • 6 Guests
  • 1 Bedrooms
  • 2 Bathrooms
  • Code: South Seas Bayside Villa 5234
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Captiva, FL
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: On the Wiles Side
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Captiva, FL
  • 20 Guests
  • 8 Bedrooms
  • 8 Bathrooms
  • Code: Bougainvillea Home
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Starting at (USD)

$175.00

South Seas Bayside Villa 4112
Captiva, FL
  • 4 Guests
  • 1 Bedrooms
  • 2 Bathrooms
  • Code: South Seas Bayside Villa 4112
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Starting at (USD)

$150.00

South Seas Bayside Villa 4216
Captiva, FL
  • 4 Guests
  • 1 Bedrooms
  • 2 Bathrooms
  • Code: South Seas Bayside Villa 4216
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Captiva, FL
  • 16 Guests
  • 6 Bedrooms
  • 5 Bathrooms
  • Code: Dream Home
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Captiva, FL
  • 9 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Captiva Charm
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